763 results on '"Han-Dong Sun"'
Search Results
2. Recent advances in the application of [2 + 2] cycloaddition in the chemical synthesis of cyclobutane-containing natural products
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Song-Yu Hou, Bing-Chao Yan, Han-Dong Sun, and Pema-Tenzin Puno
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[2 + 2] Cycloaddition ,Total synthesis ,Natural products ,Cyclobutane ,Botany ,QK1-989 - Abstract
Abstract Cyclobutanes are distributed widely in a large class of natural products featuring diverse pharmaceutical activities and intricate structural frameworks. The [2 + 2] cycloaddition is unequivocally the primary and most commonly used method for synthesizing cyclobutanes. In this review, we have summarized the application of the [2 + 2] cycloaddition with different reaction mechanisms in the chemical synthesis of selected cyclobutane-containing natural products over the past decade. Graphical Abstract
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- 2024
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3. Four new lanostane triterpenoids featuring extended π-conjugated systems from the stems of Kadsura coccinea
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Qi-Qi Zhang, Kun Hu, Han-Dong Sun, and Pema-Tenzin Puno
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Kadsura coccinea ,Lanostane triterpenoids ,Extended π-conjugated systems ,Quantum chemical calculation ,Botany ,QK1-989 - Abstract
Abstract Four new 14(13 → 12)-abeolanostane triterpenoids featuring extended π-conjugated systems, kadcoccitanes E–H (1–4), were obtained from the stems of Kadsura coccinea through using a HPLC − UV-guided approach. Their structural and configurational determination was accomplished through extensive spectroscopic analysis coupled with quantum chemical calculations. Kadcoccitanes E–H were tested for their cytotoxic activities against five human tumor cell lines (HL-60, A-549, SMMC-7721, MDA-MB-231, SW-480) but none of them exhibited activities at the concentration 40 μM. Graphical Abstract
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- 2023
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4. IGF2BP3 mediates the mRNA degradation of NF1 to promote triple‐negative breast cancer progression via an m6A‐dependent manner
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Xu Zhang, Liang Shi, Han‐Dong Sun, Zi‐Wen Wang, Feng Xu, Ji‐Fu Wei, and Qiang Ding
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IGF2BP3 ,m6A ,NF1 ,TET3 ,TNBC ,Medicine (General) ,R5-920 - Abstract
Abstract Background N6‐methyladenosine (m6A) is an abundant reversible modification in eukaryotic mRNAs. Emerging evidences indicate that m6A modification plays a vital role in tumourigenesis. As a crucial reader of m6A, IGF2BP3 usually mediates the stabilisation of mRNAs via an m6A‐dependent manner. But the underlying mechanism of IGF2BP3 in the tumourigenesis of triple‐negative breast cancer (TNBC) is unclear. Methods TCGA cohorts were analysed for IGF2BP3 expression and IGF2BP3 promoter methylation levels in different breast cancer subtypes. Colony formation, flow cytometry assays and subcutaneous xenograft were performed to identify the phenotype of IGF2BP3 in TNBC. RNA/RNA immunoprecipitation (RIP)/methylated RNA immunoprecipitation (MeRIP) sequencing and luciferase assays were used to certify the target of IGF2BP3 in TNBC cells. Results IGF2BP3 was highly expressed in TNBC cell lines and tissues. TET3‐mediated IGF2BP3 promoter hypomethylation led to the upregulation of IGF2BP3. Knocking down IGF2BP3 markedly reduced the proliferation of TNBC in vitro and in vivo. Intersection co‐assays revealed that IGF2BP3 decreased neurofibromin 1 (NF1) stabilisation via an m6A‐dependent manner. NF1 knockdown could rescue the phenotypes of IGF2BP3 knockdown cells partially. Conclusion TET3‐mediated IGF2BP3 accelerated the proliferation of TNBC by destabilising NF1 mRNA via an m6A‐dependent manner. This suggests that IGF2BP3 could be a potential therapeutic target for TNBC.
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- 2023
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5. Lignans and sesquiterpenoids from the stems of Schisandra bicolor var. tuberculate
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Shui-Mei Zhang, Kun Hu, Xiao-Nian Li, Han-Dong Sun, and Pema-Tenzin Puno
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Schisandra bicolor var. tuberculate ,Cadinane-type sesquiterpenoids ,Lignans ,Quantum chemical calculation ,Botany ,QK1-989 - Abstract
Abstract A pair of new tetrahydrofuran lignan enantiomers, (±)-schibiculatin A [(±)-1], a new enedione lignan, schibiculatin B (2), two new cadinane-type sesquiterpenoids, schibiculatins C (3) and D (4), along with two known seco-cadinane-type sesquiterpenoids (5 and 6) and seven known miscellaneous lignans (7–13) were isolated from the stems of Schisandra bicolor var. tuberculate. The structures of 1–4 were elucidated by comprehensive analysis of their spectroscopic data, quantum chemical calculations, as well as single-crystal X-ray diffraction. A few isolated compounds were tested for their protective activities against corticosterone-induced apoptosis in PC12 cells. Among them, compounds 5 and 6 showed moderate activities. Graphical Abstract
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- 2022
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6. Arthrinins E–G, Three Botryane Sesquiterpenoids from the Plant Endophytic Fungus Arthrinium sp. HS66
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Xiao-Zheng Su, Jian-Wei Tang, Kun Hu, Xiao-Nian Li, Han-Dong Sun, and Pema-Tenzin Puno
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Isodon xerophilus ,Endophytic fungus ,Arthrinium ,Botryane sesquiterpenoid ,Quantum chemical calculation ,Botany ,QK1-989 - Abstract
Abstract Arthrinins E–G (1–3), three new sesquiterpenoids possessing non-isoprenoid botryane skeleton, were isolated from the fermentation of an endophytic fungus named Arthrinium sp. HS66 which colonized in the stems of Isodon xerophilus. Their structures were determined by extensive spectroscopic methods. Furthermore, the structure of 1 was unambiguously confirmed by X-ray diffraction, while those of 2 and 3 were verified through quantum chemical calculation of NMR data and ECD spectra.
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- 2020
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7. Four 14(13 → 12)-Abeolanostane Triterpenoids with 6/6/5/6-Fused Ring System from the Roots of Kadsura coccinea
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Hou-Chao Xu, Kun Hu, Han-Dong Sun, and Pema-Tenzin Puno
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Kadsura coccinea ,Lanostane triterpenoid ,NMR computation ,Anti-platelet aggregation ,Anticoagulant ,Botany ,QK1-989 - Abstract
Abstract Four new rearranged 6/6/5/6-fused lanostane-type triterpenoids, kadcoccitanes A–D (1–4), were isolated from the roots of Kadsura coccinea, and their structures were mainly elucidated by comprehensive analysis of their spectroscopic data. Additionally, the structure of 1 was ambiguously verified by single-crystal X-ray diffraction, while the structure of 2, which features a novel 8,16-epoxy motif, was validated by quantum chemical calculation of NMR parameters and ECD spectrum. Moreover, 1 and 4 were found to exhibited anticoagulant activity, while 3 and 4 were found to possess anti-platelet aggregation activity.
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- 2019
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8. Secondary Metabolites from the Endophytic Fungus Xylaria sp. hg1009
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Rong Chen, Jian-Wei Tang, Xing-Ren Li, Miao Liu, Wen-Ping Ding, Yuan-Fei Zhou, Wei-Guang Wang, Xue Du, Han-Dong Sun, and Pema-Tenzin Puno
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Endophytic fungus ,Xylaria sp. ,Secondary metabolites ,Cytotoxicity ,Botany ,QK1-989 - Abstract
Abstract A detailed chemical investigation of the secondary metabolites produced by the endophytic fungus Xylaria sp. isolated from the stems of Isodon sculponeatus afforded six new compounds, xylariahgins A–F (1–6), two new natural products (7 and 8), along with two known compounds (9 and 10) (Fig. 1). The structures of all compounds were unambiguously established by analyzing their spectroscopic data or referring to pertinent literature. Compounds 1–8 were tested for their cytotoxic activity against five human tumor cell lines.
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- 2018
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9. Two New Compounds from Schisandra propinqua var. propinqua
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Miao Liu, Zheng-Xi Hu, Yuan-Qing Luo, Min Zhou, Wei-Guang Wang, Xiao-Nian Li, Xue Du, Jian-Xin Pu, and Han-Dong Sun
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Schisandra propinqua var. propinqua ,Bergamotane-type sesquiterpenoid ,Lignan ,Absolute configuration ,Cytotoxicity ,Botany ,QK1-989 - Abstract
Abstract Schisanpropinoic acid (1), a new bergamotane sesquiterpenoid, and schisanpropinin (2), a new tetrahydrofuran lignan with a rare epoxyethane unit, were identified from the stems and leaves of Schisandra propinqua var. propinqua. Their structures were determined based on comprehensive spectroscopic and mass spectrometric analysis. The absolute configuration of 1 was determined by X-ray analysis. Compounds 1 and 2 were tested for their cytotoxic activity against five human tumor cell lines. Graphical Abstract
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- 2017
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10. Validation of Cadherin HAV6 Peptide in the Transient Modulation of the Blood-Brain Barrier for the Treatment of Brain Tumors
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Babu V. Sajesh, Ngoc H. On, Refaat Omar, Samaa Alrushaid, Brian M. Kopec, Wei-Guang Wang, Han-Dong Sun, Ryan Lillico, Ted M. Lakowski, Teruna J. Siahaan, Neal M. Davies, Pema-Tenzin Puno, Magimairajan Issai Vanan, and Donald W. Miller
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blood-brain barrier (BBB) ,drug delivery ,transient modulation ,HAV6 cadherin peptide ,adenanthin ,magnetic resonance imaging (MRI) ,medulloblastoma ,Pharmacy and materia medica ,RS1-441 - Abstract
The blood-brain barrier (BBB) poses a major obstacle by preventing potential therapeutic agents from reaching their intended brain targets at sufficient concentrations. While transient disruption of the BBB has been used to enhance chemotherapeutic efficacy in treating brain tumors, limitations in terms of magnitude and duration of BBB disruption exist. In the present study, the preliminary safety and efficacy profile of HAV6, a peptide that binds to the external domains of cadherin, to transiently open the BBB and improve the delivery of a therapeutic agent, was evaluated in a murine brain tumor model. Transient opening of the BBB in response to HAV6 peptide administration was quantitatively characterized using both a gadolinium magnetic resonance imaging (MRI) contrast agent and adenanthin (Ade), the intended therapeutic agent. The effects of HAV6 peptide on BBB integrity and the efficacy of concurrent administration of HAV6 peptide and the small molecule inhibitor, Ade, in the growth and progression of an orthotopic medulloblastoma mouse model using human D425 tumor cells was examined. Systemic administration of HAV6 peptide caused transient, reversible disruption of BBB in mice. Increases in BBB permeability produced by HAV6 were rapid in onset and observed in all regions of the brain examined. Concurrent administration of HAV6 peptide with Ade, a BBB impermeable inhibitor of Peroxiredoxin-1, caused reduced tumor growth and increased survival in mice bearing medulloblastoma. The rapid onset and transient nature of the BBB modulation produced with the HAV6 peptide along with its uniform disruption and biocompatibility is well-suited for CNS drug delivery applications, especially in the treatment of brain tumors.
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- 2019
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11. Gypmacrophin A, a Rare Pentacyclic Sesterterpenoid, Together with Three Depsides, Functioned as New Chemical Evidence for Gypsoplaca macrophylla (Zahlbr.) Timdal Identification
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Yuan-Fei Zhou, Hai-Xia Shi, Kun Hu, Jian-Wei Tang, Xing-Ren Li, Xue Du, Han-Dong Sun, Li-Song Wang, and Jian-Xin Pu
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Gypsoplacaceae ,Gypsoplaca macrophylla ,Sesterterpenoid ,Identification ,Organic chemistry ,QD241-441 - Abstract
The phytochemical investigation on 1 g of materials from Gypsoplaca macrophylla (Zahlbr.) Timdal resulted in the discovery of gypmacrophin A, a rare pentacyclic sesterterpenoid; brialmontin III, a new polysubstituted depside and two known ones, brialmontins I and II. The structure and absolute configurations of gypmacrophin A were elucidated by spectroscopic analyses and computational methods. Gypmacrophin A showed weak inhibition of AchE with an IC50 value of 32.03 μM. The four compounds provided new chemical evidence for G. macrophylla identification.
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- 2017
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12. Ent-Abietanoids Isolated from Isodon serra
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Jun Wan, Hua-Yi Jiang, Jian-Wei Tang, Xing-Ren Li, Xue Du, Yan Li, Han-Dong Sun, and Jian-Xin Pu
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Isodon serra ,ent-abietane diterpenoids ,anti-inflammation ,cytotoxicity ,Organic chemistry ,QD241-441 - Abstract
Four new ent-abietane diterpenoids, along with four known ones were isolated from the aerial parts of Isodon serra, a traditional Chinese folk medicine. The new diterpenoids were named as serrin K (1), xerophilusin XVII (2), and enanderianins Q and R (3 and 4), while the known ones were identified as rubescansin J (5), (3α,14β)-3,18-[(1-methylethane-1,1-diyl)dioxy]-ent-abieta-7,15(17)-diene-14,16-diol (6), xerophilusin XIV (7), and enanderianin P (8), respectively. Their structures were elucidated by extensive spectroscopic analysis and comparison with the literature. Compound 1 showed remarkable inhibitory activity towards NO production in LPS-stimulated RAW264.7 cells (IC50 = 1.8 μM) and weak cytotoxicity towards five human tumor cell lines (HL-60, SMMC-7721, A-549, MCF-7, SW480).
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- 2017
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13. Overexpression and small molecule-triggered downregulation of CIP2A in lung cancer.
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Liang Ma, Zhe-Sheng Wen, Zi Liu, Zheng Hu, Jun Ma, Xiao-Qin Chen, Yong-Qiang Liu, Jian-Xin Pu, Wei-Lie Xiao, Han-Dong Sun, and Guang-Biao Zhou
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Medicine ,Science - Abstract
BackgroundLung cancer is the leading cause of cancer deaths worldwide, with a five-year overall survival rate of only 15%. Cancerous inhibitor of PP2A (CIP2A) is a human oncoprotein inhibiting PP2A in many human malignancies. However, whether CIP2A can be a new drug target for lung cancer is largely unclear.Methodology/principal findingsNormal and malignant lung tissues were derived from 60 lung cancer patients from southern China. RT-PCR, Western blotting and immunohistochemistry were used to evaluate the expression of CIP2A. We found that among the 60 patients, CIP2A was undetectable or very low in paratumor normal tissues, but was dramatically elevated in tumor samples in 38 (63.3%) patients. CIP2A overexpression was associated with cigarette smoking. Silencing CIP2A by siRNA inhibited the proliferation and clonogenic activity of lung cancer cells. Intriguingly, we found a natural compound, rabdocoetsin B which is extracted from a Traditional Chinese Medicinal herb Rabdosia coetsa, could induce down-regulation of CIP2A and inactivation of Akt pathway, and inhibit proliferation and induce apoptosis in a variety of lung cancer cells.Conclusions/significanceOur findings strongly indicate that CIP2A could be an effective target for lung cancer drug development, and the therapeutic potentials of CIP2A-targeting agents warrant further investigation.
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- 2011
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14. Isoxerophilusins A and B, Two Novel Polycyclic Asymmetric Diterpene Dimers from Isodon xerophilus: Structural Elucidation, Modification, and Inhibitory Activities against α-Glucosidase.
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Jia-Meng Dai, Bing-Chao Yan, Kun Hu, Xing-Ren Li, Xiao-nian Li, Han-Dong Sun, and Pema-Tenzin Puno
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- 2024
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15. Cyclobutane-Containing Meroditerpenoids, (+)-Isoscopariusins B and C: Structure Elucidation and Biomimetic Synthesis
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Ming-Xiang Li, Bing-Chao Yan, Min Zhou, Xing-Ren Li, Xiao-nian Li, Shi-Jun He, Han-Dong Sun, and Pema-Tenzin Puno
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Organic Chemistry ,Physical and Theoretical Chemistry ,Biochemistry - Published
- 2023
16. Isolation and Bioinspired Total Synthesis of Rugosiformisin A, A Skeleton-Rearranged Abietane-Type Diterpenoid from Isodon rugosiformis
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Bin Wang, Hua-Yi Jiang, Jin Yang, Jun Li, Bing-Chao Yan, Xi Chen, Kun Hu, Xing-Ren Li, Han-Dong Sun, Jun Deng, and Pema-Tenzin Puno
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Organic Chemistry ,Physical and Theoretical Chemistry ,Biochemistry - Published
- 2022
17. Dual inhibition of thioredoxin 1/ glutathione induces ferroptosis in chronic myeloid leukemia cells
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Peng Cao, Xiaoyan Sun, Chunli Zhang, Bo Fan, Qingyu Liu, Shuxia Wang, Ting Chen, Xueting Cai, Xiaoqing Wang, Chunping Hu, Han-Dong Sun, Zhongpei Wen, and Pematenzin Puno
- Abstract
Ferroptosis is an iron-dependent cell death induced by the oxidation of polyunsaturated fatty acids. In recent years, ferroptosis has garnered tremendous potential in cancer therapy. However, the significance pathways of ferroptosis in chronic myeloid leukemia (CML) therapy are still poorly understood. Here, we investigated the role of a critical antioxidant protein, thioredoxin 1 (Trx1), in regulating ferroptosis in CML cells. First, we showed that Trx1 expression was higher in patients with CML than in healthy controls. Specifically, Trx1 knockdown suppressed cell growth and slowed tumor progression in xenograft models. Pharmacological inhibitors of Trx1 also attenuated cell growth, reduced colony formation, and caused CML cell death. Second, we showed that decreased Trx1 expression enhanced the cytotoxicity of the glutathione (GSH) biosynthesis inhibitor buthionine sulfoximine. Mechanistically, the combined inhibition of Trx1 and GSH synthesis disrupted the homeostasis of cellular reactive oxygen species as evidenced by increased ROS and malondialdehyde; and decreased GSH. Importantly, inhibition of Trx1 significantly resentisized GSH-depletion induced ferroptosis in CML cells. Finally, targeting Trx1 and GSH synthesis with small-molecule inhibitors caused a synergic effect on CML cells both in vitro and in vivo.Together, these results highlight an critical role of Trx1 in GSH-depletion induced ferroptosis and provide clues for dual inhibition of the Trx1 and GSH system as a combinatorial strategy for CML therapy.
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- 2023
18. Lanicepines A and B, Sesquiterpenes with Amino Acid-Derived Substituents from the Flowering Aerial Parts of Saussurea laniceps
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Naonobu Tanaka, Yuki Yoshino, Fusako Nakano, Shin-ichiro Kurimoto, Kazuyoshi Kawazoe, Daisuke Tsuji, Kohji Itoh, Shun-Lin Li, Han-Dong Sun, Yoshihisa Takaishi, and Yoshiki Kashiwada
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Pharmacology ,Complementary and alternative medicine ,Organic Chemistry ,Drug Discovery ,Pharmaceutical Science ,Molecular Medicine ,Analytical Chemistry - Published
- 2022
19. Discovery and biological evaluation of dispirocyclic and polycyclic ent-clerodane dimers from Isodon scoparius as novel inhibitors of Toll-like receptor signaling
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Xing-Ren Li, Li Chen, Kun Hu, Bing-Chao Yan, Xue Du, Xiao-Nian Li, Han-Dong Sun, Shi-Jun He, and Pema-Tenzin Puno
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Organic Chemistry - Abstract
Three novel ent-clerodane dimers (1–3) were discovered. 2 and 3 exhibited remarkable immunosuppressive activity on the activation of purified B cells and significantly abrogated the downstream pathway of TLR7 signaling.
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- 2022
20. Spiro ent-Clerodane Dimers: Discovery and Green Approaches for a Scalable Biomimetic Synthesis
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Bing-Chao Yan, Xing-Ren Li, Kun Hu, Jianping Zuo, Han-Dong Sun, Shijun He, and Pema-Tenzin Puno
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010405 organic chemistry ,Stereochemistry ,Chemistry ,Isodon scoparius ,Organic Chemistry ,010402 general chemistry ,Electrochemistry ,Ring (chemistry) ,01 natural sciences ,Biochemistry ,0104 chemical sciences ,Biomimetic synthesis ,Photooxygenation ,Physical and Theoretical Chemistry - Abstract
Scospirosins A (1) and B (2), two unprecedented spiro ent-clerodane dimers with 6/6/10/6 and 6/6/6/6/6 ring systems, respectively, were isolated from Isodon scoparius. Their structures were unambiguously established by spectroscopic, X-ray crystallographic, and chemical approaches. A bioinspired protecting-group-free strategy for their synthesis was achieved on a gram scale and featured the application of green methods, including neat reaction, sensitized photooxygenation, and electrochemical oxidation. 2 exhibited selective immunosuppressive activity against the proliferation of T lymphocytes (IC50 = 1.42 μM).
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- 2021
21. Tangutidines A–C, Three Amphoteric Diterpene Alkaloids from Aconitum tanguticum
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Pema-Tenzin Puno, Hao-Yi Li, Bing-Chao Yan, Li-Xin Wei, and Han-Dong Sun
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Tangutidine ,Pharmacology ,Aconitum tanguticum ,Amphoteric diterpene alkaloids ,Cytotoxic activity ,Chemistry ,Short Communication ,Organic Chemistry ,Pharmacology toxicology ,Plant Science ,Toxicology ,Biochemistry ,Nmr data ,Analytical Chemistry ,chemistry.chemical_compound ,Plant biochemistry ,Bioorganic chemistry ,Organic chemistry ,Diterpene ,Food Science - Abstract
Three new diterpene alkaloids, tangutidines A–C (1–3), and four known alkaloids (4–7) were isolated from the whole plant of Aconitum tanguticum, from which amphoteric diterpene alkaloids (1–3) were obtained for the first time. The structures of 1–3 were elucidated by detailed interpretation of spectroscopic data, including MS and NMR data. All of them were evaluated for their cytotoxic activities. Graphic Abstract
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- 2021
22. Harnessing Natural Products by a Pharmacophore‐Oriented Semisynthesis Approach for the Discovery of Potential Anti‐SARS‐CoV‐2 Agents
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Yuan‐Fei Zhou, Bing‐Chao Yan, Qian Yang, Xin‐Yan Long, Dan‐Qi Zhang, Rong‐Hua Luo, Han‐Yu Wang, Han‐Dong Sun, Xiao‐Song Xue, Yong‐Tang Zheng, and Pema‐Tenzin Puno
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Biological Products ,SARS-CoV-2 ,Humans ,General Chemistry ,General Medicine ,Antiviral Agents ,Catalysis ,COVID-19 Drug Treatment - Abstract
Natural products possessing unique scaffolds may have antiviral activity but their complex structures hinder facile synthesis. A pharmacophore-oriented semisynthesis approach was applied to (-)-maoelactone A (1) and oridonin (2) for the discovery of anti-SARS-CoV-2 agents. The Wolff rearrangement/lactonization cascade (WRLC) reaction was developed to construct the unprecedented maoelactone-type scaffold during semisynthesis of 1. Further mechanistic study suggested a concerted mechanism for Wolff rearrangement and a water-assisted stepwise process for lactonization. The WRLC reaction then enabled the creation of a novel family by assembly of the maoelactone-type scaffold and the pharmacophore of 2, whereby one derivative inhibited SARS-CoV-2 replication in HPA EpiC cells with a low EC
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- 2022
23. (−)‐Isoscopariusin A, a Naturally Occurring Immunosuppressive Meroditerpenoid: Structure Elucidation and Scalable Chemical Synthesis
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Han-Dong Sun, Ang Li, Pema-Tenzin Puno, Jian Li, Jianping Zuo, Xiao-Nian Li, Shi-Jun He, Min Zhou, and Bing-Chao Yan
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T-Lymphocytes ,Molecular Conformation ,010402 general chemistry ,01 natural sciences ,Chemical synthesis ,Catalysis ,Cyclobutane ,Stereocenter ,chemistry.chemical_compound ,Mice ,Amide ,Side chain ,Animals ,Cell Proliferation ,chemistry.chemical_classification ,010405 organic chemistry ,Alkene ,General Chemistry ,General Medicine ,Plant Components, Aerial ,Combinatorial chemistry ,Cycloaddition ,0104 chemical sciences ,chemistry ,Isodon ,Isomerization ,Immunosuppressive Agents - Abstract
(-)-Isoscopariusin A was isolated from the aerial parts of Isodon scoparius. Chemical synthesis and spectroscopic analysis established its structure as an unsymmetrical meroditerpenoid bearing a sterically congested 6/6/4 tricyclic carbon skeleton with seven continuous stereocenters. A gram-scale synthesis was achieved in 12 steps from commercially available (+)-sclareolide. A cobalt catalyzed, hydrogen atom transfer-based olefin isomerization was used to prepare a trisubstituted alkene, which underwent stereoselective [2+2] cycloaddition with a substituted keteniminium ion generated in situ from the corresponding amide. The cyclobutanone product was further elaborated into the fully substituted cyclobutane core through face-selective homologation, and the two side chains were installed by using nickel-catalyzed cross-electrophile coupling and carbodiimide-mediated esterification, respectively. (-)-Isoscopariusin A displayed selective inhibition of T-cell proliferation.
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- 2021
24. 3-Hydroxy-4-methyldecanoic Acid-Containing Cyclotetradepsipeptides from an Endolichenic Beauveria sp
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Yuan-Fei Zhou, Pema-Tenzin Puno, Jian-Wei Tang, Kun Hu, Fang Wang, Liang Zhang, Han-Dong Sun, and Xiang-Hai Cai
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Pharmacology ,010405 organic chemistry ,Stereochemistry ,Chemistry ,Myogenesis ,Glucose uptake ,Organic Chemistry ,Pharmaceutical Science ,Beauveria sp ,01 natural sciences ,0104 chemical sciences ,Analytical Chemistry ,Configuration analysis ,010404 medicinal & biomolecular chemistry ,Complementary and alternative medicine ,Drug Discovery ,Molecular Medicine ,Myocyte ,Moiety - Abstract
An investigation of an endolichenic Beauveria sp. led to the discovery of seven new cyclotetradepsipeptides, beauveamides A-G (2-8), along with the known beauverolide Ka (1). All incorporate a 3-hydroxy-4-methyldecanoic acid (HMDA) moiety in their structures. Their configuration was determined through Marfey's, J-based configuration analysis, and NMR computational methods, representing the first time that the stereostructures of HMDA-moiety-containing cyclotetradepsipeptides have been established. Compounds 1 and 2 exhibited protecting effects on HEI-OC1 cells at 10 μM, while 1, 4, and 5 could stimulate glucose uptake in cultured rat L6 myoblasts at 50 μM. Compound 1 showed dose-dependent activity in both L6 myoblasts and myotubes.
- Published
- 2021
25. ent-Kaurane-Based Diterpenoids, Dimers, and Meroditerpenoids from Isodon xerophilus
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Xiao-Nian Li, Kun Hu, Han-Dong Sun, Bing-Chao Yan, Pema-Tenzin Puno, Jia-Meng Dai, and Xing-Ren Li
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Pharmacology ,Quantum chemical ,2019-20 coronavirus outbreak ,Coronavirus disease 2019 (COVID-19) ,010405 organic chemistry ,Chemistry ,Stereochemistry ,Severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) ,Chemical shift ,Organic Chemistry ,Pharmaceutical Science ,01 natural sciences ,0104 chemical sciences ,Analytical Chemistry ,010404 medicinal & biomolecular chemistry ,Complementary and alternative medicine ,Drug Discovery ,Molecular Medicine ,No production ,Isodon xerophilus ,Ent kaurane - Abstract
Eight new diterpenoids (1-8) with varied structures were isolated from the aerial parts of Isodon xerophilus. Among them, xerophilsin A (1) was found to be an unusual meroditerpenoid representing a hybrid of an ent-kauranoid and a long-chain aliphatic ester, xerophilsins B-D (2-4) are dimeric ent-kauranoids, while xerophilsins E-H (5-8) are new ent-kauranoids. The structures of 1-8 were elucidated mainly through the analyses of their spectroscopic data. The absolute configurations of 2, 6, and 8 were confirmed by single-crystal X-ray diffraction, and the configuration of C-16 in 7 was established through quantum chemical calculation of NMR chemical shifts, as well as modeling of key interproton distances. Bioactivity evaluation of all isolated compounds revealed that 2, 3, and 5 inhibited NO production in LPS-stimulated RAW264.7 cells.
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- 2020
26. Chaetolactam A, an Azaphilone Derivative from the Endophytic Fungus Chaetomium sp. g1
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Xinxiang Lei, Lei-Lei Gou, Jian-Wei Tang, Kun Hu, Pema Tenzin Puno, Han-Dong Sun, Yuan-Fei Zhou, Xiao-Zheng Su, and Wen-Yu Zu
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chemistry.chemical_compound ,010405 organic chemistry ,Stereochemistry ,Chemistry ,Organic Chemistry ,Chaetomium sp ,Endophytic fungus ,010402 general chemistry ,Apoptosis induction ,01 natural sciences ,Nmr data ,Derivative (chemistry) ,0104 chemical sciences - Abstract
Chaetolactam A (1), an unprecedented azaphilone derivative bearing a unique 9-oxa-7-azabicyclo[4.2.1]octan-8-onering system, together with two new compounds, 11-epi-chaetomugilide B (2) and chaetomugilide D (3) was isolated from an endophytic fungus, Chaetomium sp. g1. Notably, extensive NMR data analyses, NMR calculations with DP4 and DP4+ analyses, ECD calculations, and the RDC method were employed to establish the structure of 1. Furthermore, 2 exhibited potent apoptosis induction activity by mediating caspase-3 activation and PARP degradation at 3 μM in HL-60.
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- 2020
27. Arthrinins E–G, Three Botryane Sesquiterpenoids from the Plant Endophytic Fungus Arthrinium sp. HS66
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Han-Dong Sun, Kun Hu, Xiao-Nian Li, Pema-Tenzin Puno, Xiao-Zheng Su, and Jian-Wei Tang
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Pharmacology ,Quantum chemical ,Chemistry ,Stereochemistry ,Organic Chemistry ,Arthrinium ,Botany ,Plant Science ,Arthrinium sp ,Endophytic fungus ,Isodon xerophilus ,Toxicology ,Biochemistry ,Nmr data ,Analytical Chemistry ,QK1-989 ,Plant biochemistry ,Original Article ,Fermentation ,Quantum chemical calculation ,Botryane sesquiterpenoid ,Food Science - Abstract
Arthrinins E–G (1–3), three new sesquiterpenoids possessing non-isoprenoid botryane skeleton, were isolated from the fermentation of an endophytic fungus named Arthrinium sp. HS66 which colonized in the stems of Isodon xerophilus. Their structures were determined by extensive spectroscopic methods. Furthermore, the structure of 1 was unambiguously confirmed by X-ray diffraction, while those of 2 and 3 were verified through quantum chemical calculation of NMR data and ECD spectra.
- Published
- 2020
28. Pestaloamides A and B, two spiro-heterocyclic alkaloid epimers from the plant endophytic fungus Pestalotiopsis sp. HS30
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Xiao-Zheng Su, Yan Li, Kun Hu, Jian-Wei Tang, Yi-Ying Zhu, Xiao-Nian Li, Pema-Tenzin Puno, and Han-Dong Sun
- Subjects
Pestalotiopsis sp ,010405 organic chemistry ,Chemistry ,Stereochemistry ,Alkaloid ,Nkg2d ligands ,Epimer ,General Chemistry ,Endophytic fungus ,010402 general chemistry ,Isodon xerophilus ,01 natural sciences ,0104 chemical sciences - Abstract
Pestaloamides A and B ( 1 and 2 ), two novel alkaloids featuring an unprecedented spiro[imidazothiazoledione-alkylidenecyclopentenone] scaffold, were obtained from the cultures of an endophytic fungus Pestalotiopsis sp. HS30 which inhabited the stems of Isodon xerophilus . Their planar structures and absolute configurations were fully determined by extensive spectroscopic analysis and X-ray crystallography. In addition, both compounds 1 and 2 showed the latent tumor immunotherapy activity through markedly promoting the cell surface engagement of NKG2D ligands involving MICA/B and ULBP1 in HCT116 cells.
- Published
- 2020
29. Discovery of ent-kaurane diterpenoids, characteristic metabolites of Isodon species, from an endophytic fungal strain Geopyxis sp. XY93 inhabiting Isodon parvifolia
- Author
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Jiang-Nan Xia, Kun Hu, Xiao-Zheng Su, Jian-Wei Tang, Xiao-Nian Li, Han-Dong Sun, and Pema-Tenzin Puno
- Subjects
Pharmacology ,Ascomycota ,Molecular Structure ,Drug Discovery ,Isodon ,General Medicine ,Diterpenes ,Drug Screening Assays, Antitumor ,Diterpenes, Kaurane ,Antineoplastic Agents, Phytogenic - Abstract
Isogeopyxins A-C (1-3), three new diterpenoids with ent-kaurane, ent-pimarane, and ent-abietane scaffolds, respectively, along with six known ent-kauranoids, were isolated from the fermentation culture of Geopyxis sp. XY93 inhabiting the leaves of Isodon parvifolia. Their structures were elucidated by interpretation of spectroscopic data, and single crystal X-ray diffraction. It marks the first time that ent-kauranoids, characteristic metabolites of Isodon species, have been isolated from an associated endophytic fungus.
- Published
- 2022
30. Structurally Diverse Diterpenoids from Isodon Oresbius and Their Bioactivity
- Author
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Cai-Ling Qiu, Zhen-Nan Ye, Bing-Chao Yan, Kun Hu, Jin Yang, Xing-Zhi Yang, Hong-Mei Li, Xiao-Nian Li, Han-Dong Sun, and Pema-Tenzin Puno
- Subjects
History ,Molecular Structure ,Polymers and Plastics ,Organic Chemistry ,Biochemistry ,Antineoplastic Agents, Phytogenic ,Industrial and Manufacturing Engineering ,Drug Discovery ,Isodon ,Humans ,Diterpenes ,Drug Screening Assays, Antitumor ,Business and International Management ,Diterpenes, Kaurane ,Molecular Biology - Abstract
Twelve new diterpenoids, isoresbins A-L (1-12), together with twenty-eight known ones, were isolated from the aerial parts of Isodon oresbius. Their diverse structures included 6,7-seco-ent-kaurane, 7,20-epoxy-ent-kaurane, 6,7:8,15-diseco-ent-kaurane, and abietanes skeletons, which were elucidated by spectroscopic data interpretation, single-crystal X-ray diffraction, and quantum chemical calculation. Isoresbins A (1) and B (2) possessed a new rearranged 15(8 → 11)-abeo-6,7-seco-ent-kaurane skeleton. 1 and 5 promoted lysosomal function, which was evaluated by LysoTracker Red staining and DQ-ovalbumin dequenching assay. 1 showed cytotoxicity against six human tumor cell lines with IC
- Published
- 2022
31. Oligosaccharide analysis of the backbone structure of the characteristic polysaccharide of Dendrobium officinale
- Author
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Tin-Long Wong, Li-Feng Li, Ji-Xia Zhang, Quan-Wei Zhang, Xue-Ting Zhang, Li-Shuang Zhou, Hau-Yee Fung, Lei Feng, Hui-Yuan Cheng, Chu-Ying Huo, Man Liu, Wan-Rong Bao, Wen-Jie Wu, Cheuk-Hei Lai, Su-Ping Bai, Shao-Ping Nie, Pema-Tenzin Puno, Clara Bik-San Lau, Ping-Chung Leung, Quan-Bin Han, and Han-Dong Sun
- Subjects
General Chemical Engineering ,General Chemistry ,Food Science - Published
- 2023
32. Scopariusicides D–M, ent-clerodane-based isomeric meroditerpenoids with a cyclobutane-fused γ/δ-lactone core from Isodon scoparius
- Author
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Xing-Ren Li, Kun Hu, Bing-Chao Yan, Xiao-Nian Li, Han-Dong Sun, Yang Liu, and Pema-Tenzin Puno
- Subjects
History ,Molecular Structure ,Polymers and Plastics ,Organic Chemistry ,Antineoplastic Agents, Phytogenic ,Biochemistry ,Industrial and Manufacturing Engineering ,Diterpenes, Clerodane ,Rats ,Lactones ,Isodon ,Drug Discovery ,Animals ,Humans ,Drug Screening Assays, Antitumor ,Business and International Management ,Molecular Biology ,Cyclobutanes - Abstract
Scopariusicides D-M (1-10), ten new ent-clerodane-based meroditerpenoids with a cyclobutane-fused γ/δ-lactone core, were isolated from Isodon scoparius. Their structures were determined by comprehensive analysis of spectroscopic data, single-crystal X-ray diffraction, chemical transformation, and TDDFT ECD calculation. A plausible biosynthetic pathway of 1-10 was proposed in which the asymmetrical cyclobutane ring was formed via a crossed "head-to-tail" intermolecular [2 + 2] cycloaddition in anti/syn facial approaches between an ent-clerodane lactone and a cis-4-hydroxycinnamic acid. Bioactivity evaluation manifested that 5 exhibited significant neuroprotective effect against corticosterone-induced injury in PC12 cells, while 6 and 7 exhibited moderate immunosuppressive activity against human T cell proliferation stimulated by anti-CD3/anti-CD28 mAb.
- Published
- 2022
33. Spiro
- Author
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Xing-Ren, Li, Bing-Chao, Yan, Kun, Hu, Shijun, He, Han-Dong, Sun, Jianping, Zuo, and Pema-Tenzin, Puno
- Subjects
Inhibitory Concentration 50 ,Molecular Structure ,Biomimetics ,T-Lymphocytes ,Isodon ,Crystallography, X-Ray ,Antineoplastic Agents, Phytogenic ,Nuclear Magnetic Resonance, Biomolecular ,Immunosuppressive Agents ,Cell Proliferation ,Diterpenes, Clerodane - Abstract
Scospirosins A (
- Published
- 2021
34. Cordyceps polysaccharide marker CCP modulates immune responses via highly selective TLR4/MyD88/p38 axis
- Author
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Man Liu, Pema Tenzin Puno, Li-Feng Li, Ai-Ping Lyu, Han-Dong Sun, Hongming Zheng, Quan-Wei Zhang, Hui-Yuan Cheng, Xin Wen, Quan-Bin Han, Wan-Rong Bao, Hau-Yee Fung, Zhongzhen Zhao, Tin-Long Wong, and Miao-Miao Chen
- Subjects
Polymers and Plastics ,p38 mitogen-activated protein kinases ,Moths ,p38 Mitogen-Activated Protein Kinases ,Mice ,Immune system ,Materials Chemistry ,Macrophage ,Animals ,Immunologic Factors ,Glucan ,chemistry.chemical_classification ,Mice, Knockout ,Cordyceps ,biology ,Mechanism (biology) ,Interleukin-6 ,Tumor Necrosis Factor-alpha ,Macrophages ,Organic Chemistry ,Immunity ,Fungal Polysaccharides ,biology.organism_classification ,Toll-Like Receptor 2 ,Cell biology ,Mice, Inbred C57BL ,Toll-Like Receptor 4 ,RAW 264.7 Cells ,chemistry ,Myeloid Differentiation Factor 88 ,TLR4 ,Signal transduction ,Biomarkers ,Signal Transduction - Abstract
Cordyceps, one of the most expensive natural health supplements, is popularly used to modulate immune function. However, little is known regarding the underlying mechanism of its immunomodulatory activity. We newly reported a Cordyceps quality marker CCP (Mw 433.778 kDa) which was characterized as a 1,4-α glucan by chemical and spectral analysis and is able to induce significant immune responses of macrophages. Herein, we further investigated the molecular mechanism of CCP's immunomodulatory effects. The results indicate that CCP modulates the TLR4/MyD88/p38 signaling pathway of macrophages, where TLR4 plays a crucial role as verified on TLR4-deficient (TLR4−/−) bone marrow-derived macrophages (BMDMs) and TLR4−/− mice. These findings provide a precise understanding of the molecular mechanism of Cordyceps' immunomodulatory benefits.
- Published
- 2021
35. Identification of a Novel TAR RNA-Binding Protein 2 Modulator with Potential Therapeutic Activity against Hepatocellular Carcinoma
- Author
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Mengru Wang, Hongbin Zhang, Runze Li, Guolin Zhang, Biyun Cao, Fu Li, Zongyuan Zhou, Wei-Lie Xiao, Ting Peng, Kaifeng Hu, Ruiying Xi, Han-Dong Sun, Fei Wang, Yi-Ming Li, Xiaofang Ma, Yu Cao, Yuwen Sheng, and Hui-Pan Peng
- Subjects
Enoxacin ,Ribonuclease III ,Carcinoma, Hepatocellular ,Proteome ,Transplantation, Heterologous ,Heterologous ,Mice, Nude ,01 natural sciences ,DEAD-box RNA Helicases ,03 medical and health sciences ,Mice ,Structure-Activity Relationship ,Cell Movement ,Cell Line, Tumor ,Drug Discovery ,microRNA ,Structure–activity relationship ,Animals ,Humans ,Polycyclic Compounds ,030304 developmental biology ,Cell Proliferation ,Regulation of gene expression ,0303 health sciences ,biology ,Cell growth ,Chemistry ,Liver Neoplasms ,RNA-Binding Proteins ,Cell Cycle Checkpoints ,digestive system diseases ,0104 chemical sciences ,Transplantation ,Gene Expression Regulation, Neoplastic ,010404 medicinal & biomolecular chemistry ,MicroRNAs ,Cell culture ,Cancer research ,biology.protein ,Molecular Medicine ,Transcriptome ,Dicer - Abstract
Imbalance miRNAs contribute to tumor formation; therefore, the development of small-molecule compounds that regulate miRNA biogenesis is an important strategy in oncotherapy. Here, (-)-Gomisin M1 (GM) was found to modulate miRNA biogenesis to inhibit the proliferation, migration, and invasion of hepatocellular carcinoma (HCC) cells. GM modulated expression profiles of miRNA and protein in HCC cells and suppressed tumor growth in a mouse model. Mechanistically, GM affected miRNA maturation by targeting TAR RNA-binding protein 2 (TRBP), with an efficacy higher than that of enoxacin, and promoted the binding of TRBP with Dicer. Structural simplification and a preliminary structure-activity relationship study via the synthesis of 20 GM derivatives showed that compound 9 exhibited more potent inhibitory activity in HCC cell proliferation and affinity for TRBP than did GM. These results suggest that TRBP may be a novel potential therapeutic target in HCC and compound 9 may be a potential drug candidate for the treatment of HCC.
- Published
- 2021
36. Chemical Constituents and Biological Activity of Erigeron breviscapus (Vant.) Hand.-Mazz
- Author
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Qin-Shi Zhao and Han-Dong Sun
- Subjects
Erigeron breviscapus ,Traditional medicine ,Chemistry ,Chemical constituents ,Biological activity - Published
- 2021
37. Diterpenoids of Isodon Species in Yunnan Province
- Author
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Pema-Tenzin Puno, Kun Hu, Jia-Meng Dai, and Han-Dong Sun
- Subjects
Traditional medicine ,biology ,Chemistry ,Isodon ,biology.organism_classification - Published
- 2021
38. ETph: enhancers and their targets in pig and human database
- Author
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Yuan-Bo Pan, F. O. Oyelami, Zhen Wang, B. S. Olasege, Qishan Wang, Han-Dong Sun, Y. Liao, and Zhaofeng Zhang
- Subjects
0301 basic medicine ,Quantitative Trait Loci ,Sus scrofa ,Regulatory Sequences, Nucleic Acid ,Biology ,Quantitative trait locus ,computer.software_genre ,Genome ,Homology (biology) ,03 medical and health sciences ,Gene expression ,Genetics ,Animals ,Humans ,Enhancer ,Gene ,Database ,0402 animal and dairy science ,04 agricultural and veterinary sciences ,General Medicine ,040201 dairy & animal science ,Kegg pathway ,030104 developmental biology ,Animal Science and Zoology ,Human genome ,Databases, Nucleic Acid ,computer - Abstract
Enhancers, as the genomic non-coding sequences, play a key role in the activation of gene expression. They have been widely identified in the human genome. Pig is an important biomedical model for human health. Few studies have been performed to explore the enhancers in the pig genome. The human enhancer information may be useful to identify enhancers in the pig genome. In addition, the genetic background of pig traits could be useful to annotate human enhancers and diseases. Thus, in order to further study enhancers and their potential roles in human and pig, we developed a public database, ETph (Enhancers and their Targets in pig and human). ETph integrates the information on human enhancers, pig putative enhancers, target genes, pig QTL terms, human diseases, GO terms and the KEGG pathway. A total of 25 182 enhancers were identified in the pig genome using the human homology sequence information. Among them, 6232 high-confidence enhancers were used to build the ETph. ETph provides a convenient platform to search, browse and download data. Moreover, a web-based analytical tool was designed to visualize networks and topology graphs among pig putative enhancers, target genes, pig QTL traits and human diseases. ETph might provide a useful tool for researchers to investigate the genetic background of pig traits and human diseases. ETph is freely accessible at http://klab.sjtu.edu.cn/enhancer/.
- Published
- 2019
39. Structurally diverse diterpenoids from Isodon ternifolius collected from three regions
- Author
-
Kun Hu, Lei-Lei Gou, Pema-Tenzin Puno, Han-Dong Sun, Qian Yang, Xiao-Nian Li, and Chun-Lei Xiang
- Subjects
Quantum chemical ,Human tumor ,Phytochemical ,Chemistry ,Stereochemistry ,Isodon ternifolius ,Organic Chemistry ,Drug Discovery ,Biochemistry ,Calculation methods ,Terpenoid - Abstract
Phytochemical investigation of the aerial parts of Isodon ternifolius from three regions in Yunnan Province afforded 9 new diterpenoids, ternifoliusins A–I (1–9), together with 26 known diterpenoids. Among them, ternifoliusins A–D possess rare 6,7:8,15-diseco-7,20-olide-6,8-cyclo-ent-kaurane diterpenoid scaffold. The structures of all compounds were determined by comprehensive spectroscopic analysis, as well as quantum chemical calculation methods. Moreover, the molecular constitutions and configurations of ternifoliusins A, E, and F (1, 5, 6) were confirmed by single-crystal X-ray diffraction analysis. Ten compounds were assayed for their cytotoxic activity against the HL-60, SMMC-7721, A-549, MCF-7, and SW-480 human tumor cell lines, and compounds 13, 17, 19, 20, 31 and 34 were demonstrated to be active against all of the five human tumor cell lines.
- Published
- 2019
40. Isoforrethins A–D, four ent-abietane diterpenoids from Isodon forrestii var. forrestii
- Author
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Xiao-Nian Li, Kun Hu, Qian Yang, Han-Dong Sun, Pema-Tenzin Puno, and Ling Chen
- Subjects
Pharmacology ,Quantum chemical ,China ,Molecular Structure ,010405 organic chemistry ,Stereochemistry ,Phytochemicals ,Data interpretation ,General Medicine ,Plant Components, Aerial ,Antineoplastic Agents, Phytogenic ,01 natural sciences ,0104 chemical sciences ,Human tumor ,010404 medicinal & biomolecular chemistry ,chemistry.chemical_compound ,Isodon forrestii ,chemistry ,Cell Line, Tumor ,Abietanes ,Isodon ,Drug Discovery ,Humans ,Abietane - Abstract
Four new ent-abietane diterpenoids, isoforrethins A-D (1-4), were isolated from the aerial parts of Isodon forrestii var. forrestii by a variety of chromatographic techniques. Their structures were elucidated on the basis of spectroscopic data interpretation, single crystal X-ray diffraction, and quantum chemical calculation. All of these compounds were evaluated for their cytotoxicity against five human tumor cell lines (HL-60, SMMC-7721, A-549, MCF-7 and SW-480), and compound 4 showed significant inhibitory activities against SMMC-7721, A-549, MCF-7, and SW-480.
- Published
- 2019
41. Four 14(13 → 12)-Abeolanostane Triterpenoids with 6/6/5/6-Fused Ring System from the Roots of Kadsura coccinea
- Author
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Kun Hu, Pema-Tenzin Puno, Hou-Chao Xu, and Han-Dong Sun
- Subjects
Stereochemistry ,Pharmacology toxicology ,Plant Science ,Toxicology ,01 natural sciences ,Biochemistry ,Anticoagulant activity ,Kadsura coccinea ,Analytical Chemistry ,Triterpenoid ,lcsh:Botany ,Pharmacology ,Quantum chemical ,Lanostane triterpenoid ,010405 organic chemistry ,Chemistry ,NMR computation ,Organic Chemistry ,Anti-platelet aggregation ,Anticoagulant ,lcsh:QK1-989 ,0104 chemical sciences ,010404 medicinal & biomolecular chemistry ,Plant biochemistry ,Original Article ,Food Science - Abstract
Four new rearranged 6/6/5/6-fused lanostane-type triterpenoids, kadcoccitanes A–D (1–4), were isolated from the roots of Kadsura coccinea, and their structures were mainly elucidated by comprehensive analysis of their spectroscopic data. Additionally, the structure of 1 was ambiguously verified by single-crystal X-ray diffraction, while the structure of 2, which features a novel 8,16-epoxy motif, was validated by quantum chemical calculation of NMR parameters and ECD spectrum. Moreover, 1 and 4 were found to exhibited anticoagulant activity, while 3 and 4 were found to possess anti-platelet aggregation activity. Electronic supplementary material The online version of this article (10.1007/s13659-019-0203-4) contains supplementary material, which is available to authorized users.
- Published
- 2019
42. A genome scan for selection signatures in Taihu pig breeds using next-generation sequencing
- Author
-
Han-Dong Sun, Qishan Wang, Xiangzhe Zhang, Yuan-Bo Pan, Qiang Chen, and Zhen Wang
- Subjects
Candidate gene ,Swine ,040301 veterinary sciences ,gene enrichment analyses ,Single-nucleotide polymorphism ,Breeding ,Biology ,Polymorphism, Single Nucleotide ,Genome ,SF1-1100 ,DNA sequencing ,0403 veterinary science ,single nucleotide polymorphism ,Animals ,Selection, Genetic ,Gene ,Selection (genetic algorithm) ,Genetics ,Natural selection ,haplotype homozygosity test ,Homozygote ,Haplotype ,0402 animal and dairy science ,High-Throughput Nucleotide Sequencing ,commercial pig ,Genomics ,04 agricultural and veterinary sciences ,indigenous pig ,040201 dairy & animal science ,Animal culture ,Phenotype ,Haplotypes ,Animal Science and Zoology - Abstract
Taihu pig breeds are the most prolific breeds of swine in the world, and they also have superior economic traits, including high resistance to disease, superior meat quality, high resistance to crude feed and a docile temperament. The formation of these phenotypic characteristics is largely a result of long-term artificial or natural selection. Therefore, exploring selection signatures in the genomes of the Taihu pigs will help us to identify porcine genes related to productivity traits, disease and behaviour. In this study, we used both intra-population (Relative Extend Haplotype Homozygosity Test (REHH)) and inter-population (the Cross-Population Extend Haplotype Homozygosity Test (XPEHH); F-STATISTICS, F ST ) methods to detect genomic regions that might be under selection process in Taihu pig breeds. As a result, we found 282 (REHH) and 112 (XPEHH) selection signature candidate regions corresponding to 159.78 Mb (6.15%) and 62.29 Mb (2.40%) genomic regions, respectively. Further investigations of the selection candidate regions revealed that many genes under these genomic regions were related to reproductive traits (such as the TLR9 gene), coat colour (such as the KIT gene) and fat metabolism (such as the CPT1A and MAML3 genes). Furthermore, gene enrichment analyses showed that genes under the selection candidate regions were significantly over-represented in pathways related to diseases, such as autoimmune thyroid and asthma diseases. In conclusion, several candidate genes potentially under positive selection were involved in characteristics of Taihu pig. These results will further allow us to better understand the mechanisms of selection in pig breeding.
- Published
- 2019
43. Maoeriocalysins A–D, four novelent-kaurane diterpenoids fromIsodon eriocalyxand their structure determination utilizing quantum chemical calculation in conjunction with quantitative interproton distance analysis
- Author
-
Xiao-Nian Li, Qian Yang, Bing-Chao Yan, Han-Dong Sun, Miao Liu, Pema-Tenzin Puno, and Kun Hu
- Subjects
Quantum chemical ,Circular dichroism ,010405 organic chemistry ,Chemistry ,Computational chemistry ,Organic Chemistry ,Distance analysis ,Isodon eriocalyx ,010402 general chemistry ,01 natural sciences ,Single crystal ,Ent kaurane ,0104 chemical sciences - Abstract
Maoeriocalysin A (1), a novel rearranged ent-kaurane diterpenoid with an unprecedented 4,5-seco-3,5-cyclo-7,20-epoxy-ent-kaurane scaffold, together with three rare 9,10-seco-7,20-epoxy-ent-kaurane diterpenoids, maoeriocalysins B–D (2–4), were isolated from the aerial parts of Isodon eriocalyx. Their structures were elucidated by comprehensive spectroscopic analysis, quantum chemical calculation of NMR parameters and electronic circular dichroism, quantitative interproton distance analysis, and single crystal X-ray diffraction experiment. The plausible biosynthetic pathway of 1–4 was also proposed.
- Published
- 2019
44. A specific and bioactive polysaccharide marker for Cordyceps
- Author
-
Karl Wah Keung Tsim, Hoi-Yan Wu, Man Liu, Li-Feng Li, Tin-Long Wong, Grace Wing-Chiu But, Ji-Xia Zhang, Hui Cao, Hau-Yee Fung, Quan-Wei Zhang, Pema-Tenzin Puno, Su-Ping Bai, Xin Wen, Zhongzhen Zhao, Hui-Yuan Cheng, Pang-Chui Shaw, Quan-Bin Han, Han-Dong Sun, and Miao-Miao Chen
- Subjects
Polymers and Plastics ,Screening test ,Cell Survival ,Food Contamination ,02 engineering and technology ,Moths ,010402 general chemistry ,Polysaccharide ,Nitric Oxide ,01 natural sciences ,Mice ,Materials Chemistry ,Animals ,Immunologic Factors ,Glucans ,chemistry.chemical_classification ,Cordyceps ,biology ,Organic Chemistry ,021001 nanoscience & nanotechnology ,biology.organism_classification ,0104 chemical sciences ,RAW 264.7 Cells ,Biochemistry ,chemistry ,Carbohydrate Sequence ,Genetic marker ,0210 nano-technology ,Biomarkers - Abstract
Cordyceps is one of the most expensive and widely used functional foods. But the authenticity is still a concern due to the lack of appropriate markers. By targeting polysaccharides, this study aimed to develop a specific, and bioactive marker for Cordyceps. Firstly, the results of screening tests of 250 samples by examining both genetic markers and polysaccharide profile showed that a unique polysaccharide fraction (named CCP) was particular to the caterpillar parts. Its potential as a marker was further demonstrated by its ability to induce NO and cytokine production in RAW 264.7 cells. CCP was characterized to be an α-1,4-glucan with a branch at C-6 by the conventional structure analyzing and de novo oligosaccharides sequencing. The content of CCP was closely correlated to the traditional classification criteria. Generally, CCP was a marker that simultaneously enables qualitative and quantitative analysis of Cordyceps.
- Published
- 2021
45. Synthesis of nigranoic acid and manwuweizic acid derivatives as HDAC inhibitors and anti-inflammatory agents
- Author
-
Tian-Ze Shen, Wei-Lie Xiao, Xing-Jie Zhang, Xiao-Li Li, Ruihan Zhang, Yi-Man Cui, Dong-Xuan Ni, Yi-Ming Li, Han-Dong Sun, and Qi Wang
- Subjects
Cell Survival ,Inflammasomes ,Anti-Inflammatory Agents ,01 natural sciences ,Biochemistry ,Histone Deacetylases ,Cell Line ,chemistry.chemical_compound ,Mice ,Structure-Activity Relationship ,Lactate dehydrogenase ,Drug Discovery ,NLR Family, Pyrin Domain-Containing 3 Protein ,Animals ,Viability assay ,Molecular Biology ,IC50 ,chemistry.chemical_classification ,Hydroxamic acid ,Dose-Response Relationship, Drug ,Molecular Structure ,010405 organic chemistry ,Organic Chemistry ,HDAC8 ,Triterpenes ,0104 chemical sciences ,Histone Deacetylase Inhibitors ,Isoenzymes ,010404 medicinal & biomolecular chemistry ,Enzyme ,chemistry ,Acetylation ,Docking (molecular) - Abstract
As a successful anti-tumor drug target, the family of histone deacetylases (HDACs) is also a critical player in immune response, making the research of anti-inflammatory HDAC inhibitors an attractive new focus. In this report, triterpenoids nigranoic acid (NA) and manwuweizic acid (MA) were identified as HDAC inhibitors through docking-based virtual screening and enzymatic activity assay. A series of derivatives of NA and MA were synthesized and assessed for their biological effects. As a result, hydroxamic acid derivatives of NA and MA showed moderately increased activity for HDAC1/2/4/6 inhibition (the lowest IC50 against HDAC1 is 1.14 μM), with no activity against HDAC8. In J774A.1 macrophage, compound 1–3, 13 and 17–19 demonstrated inhibitory activity against lactate dehydrogenase (LDH) and IL-1β production, without affecting cell viability. Compound 19 increased the histone acetylation level in J774A.1 cells, as well as inhibited IL-1β maturation and caspase-1 cleavage. These results indicated that compound 19 blocks the activation of NLRP3 inflammasome, probably related to HDAC inhibition. This work provided a natural scaffold for developing low-cytotoxic and anti-inflammatory HDAC inhibitors, as well as a class of tool molecules for studying the relationship between HDACs and NLRP3 activation.
- Published
- 2021
46. Neuroprotective schinortriterpenoids from Schisandra neglecta collected in Medog County, Tibet, China
- Author
-
Bin Wang, Pema-Tenzin Puno, Kun Hu, Hong-Bo Qin, Xiao-Nian Li, and Han-Dong Sun
- Subjects
Models, Molecular ,Circular dichroism ,China ,Stereochemistry ,Cell Survival ,Apoptosis ,Crystallography, X-Ray ,Tibet ,01 natural sciences ,Biochemistry ,PC12 Cells ,Structure-Activity Relationship ,Drug Discovery ,Animals ,Molecular Biology ,Schisandra ,Quantum chemical ,biology ,Dose-Response Relationship, Drug ,Molecular Structure ,010405 organic chemistry ,Chemistry ,Chemical shift ,Organic Chemistry ,biology.organism_classification ,Triterpenes ,0104 chemical sciences ,Rats ,010404 medicinal & biomolecular chemistry ,Neuroprotective Agents ,Corticosterone - Abstract
Schisdilactones K–U (1–11), a series of previously unreported 16,17-secopreschisanartane-type schinortriterpenoids (SNTs), were isolated from the leaves and stems of Schisandra neglecta A. C. Smith. Their structures were mainly established through analysis of their spectroscopic data. Besides, schisdilactones K (1), O (5) and R (8) were confirmed by single-crystal X-ray crystallographic analysis, and the configurations of schisdilactones T and U (10 and 11) were elucidated via quantum chemical calculation of their NMR chemical shifts and electronic circular dichroism (ECD) spectra. Schisdilactones L–S (2–8) and U (11) were found to exhibit moderate protective activities against corticosterone-induced apoptosis of PC12 cells at 20 μM, with cell viability in the range of 62.95–66.97%.
- Published
- 2021
47. Positive selection signatures in Anqing six-end-white pig population based on reduced-representation genome sequencing data
- Author
-
Qishan Wang, Yuan-Bo Pan, Z. Xu, Q. Zhao, Peipei Ma, Qamar Raza Qadri, Zi-Guan Zhang, L. Guo, Han-Dong Sun, and D. Liu
- Subjects
0301 basic medicine ,Male ,Candidate gene ,Population ,Sus scrofa ,Biology ,Breeding ,Genome ,Polymorphism, Single Nucleotide ,DNA sequencing ,03 medical and health sciences ,Genetics ,Food Quality ,Animals ,KEGG ,Selection, Genetic ,education ,Gene ,Selection (genetic algorithm) ,education.field_of_study ,Haplotype ,Homozygote ,0402 animal and dairy science ,04 agricultural and veterinary sciences ,General Medicine ,040201 dairy & animal science ,030104 developmental biology ,Genetics, Population ,Haplotypes ,Pork Meat ,Animal Science and Zoology ,Female - Abstract
Anqing six-end-white (AQ) pig performs well on resistance to coarse fodder and disease, reproduction and meat quality, offering high potential for exploitation. Environmental conditions and strict selections from local farmers have cultivated the AQ pig to be an outstanding and unique local pig breed. Thus we aim to detect genetic positive selection signatures within the AQ pig population to explore underlying genetic mechanisms. A relative extended haplotype homozygosity (REHH) test was performed in the population of 79 AQ pigs to seek evidence demonstrating that selective actions have left an imprint on the whole genome. In total, 430 500 REHH tests were performed on 53 067 core regions with average REHH tests of 8.11, average lengths of 11.50 kb and an overall length of 610.38 Mb which accounted for 26.94% of the whole genome. Finally, a total of 1819 core haplotypes (P < 0.01) and 586 candidate genes were obtained. These genes were mainly related to meat quality (MYOG, SNX19), resistance to disease (CRISPLD2, CD14) and reproduction traits (ERBB2, NRP2). A panel of genes within the 30 top significant REHH tests was mainly categorized to traits of meat quality and disease resistance. Among 13 KEGG pathways, MAPK, GnRH and Oxytocin signaling pathways, associated with the biological processes of crucial economic traits, were noteworthy. The excellent characteristics of the AQ pig benefited from the combination of natural and human factors. We provide a sketch map that shows the distribution of selection footprints on the whole genome of AQ pig and found potential genes for future studies.
- Published
- 2020
48. Chaetolactam A, an Azaphilone Derivative from the Endophytic Fungus
- Author
-
Wen-Yu, Zu, Jian-Wei, Tang, Kun, Hu, Yuan-Fei, Zhou, Lei-Lei, Gou, Xiao-Zheng, Su, Xinxiang, Lei, Han-Dong, Sun, and Pema-Tenzin, Puno
- Subjects
Magnetic Resonance Spectroscopy ,Molecular Structure ,Benzopyrans ,Pigments, Biological ,Chaetomium - Abstract
Chaetolactam A (
- Published
- 2020
49. Neuroprotective schinortriterpenoids with diverse scaffolds from Schisandra henryi
- Author
-
Xiao-Nian Li, Bing-Chao Yan, Tao-Bin He, Kun Hu, Pema-Tenzin Puno, and Han-Dong Sun
- Subjects
Circular dichroism ,Neurite ,Stereochemistry ,Drug Evaluation, Preclinical ,Ring (chemistry) ,01 natural sciences ,Biochemistry ,Neuroprotection ,PC12 Cells ,Schisandra henryi ,Lactones ,Drug Discovery ,Animals ,Humans ,Schiartane ,Molecular Biology ,Schisandra ,chemistry.chemical_classification ,Molecular Structure ,Plant Stems ,010405 organic chemistry ,Plant Extracts ,Organic Chemistry ,Triterpenes ,0104 chemical sciences ,Rats ,Oxygen ,Plant Leaves ,010404 medicinal & biomolecular chemistry ,Neuroprotective Agents ,chemistry ,Corticosterone ,Single crystal ,Lactone - Abstract
Eleven undescribed schinortriterpenoids (SNTs) and one known analogue (12) were isolated from the stems and leaves of Schisandra henryi. Their diverse structures included preschisanartane (1), 18-norschiartane (2-5, 12), schiartane (6 and 7), and schisanartane (8-11) skeletons, which were elucidated by comprehensive NMR, MS, electronic circular dichroism analyses, single crystal X-ray diffraction and biogenetic considerations. 1 was the first case of preschisanartane-type SNT with six-membered lactone ring, and 2 was one of the most highly oxygenated 18-norschiartane SNTs. Three types of the highly oxygenated SNTs, 1, 4, 10 and 11, effectively prevent apoptosis induced by corticosterone in PC12 cells. In addition, 11 showed neurite outgrowth-promoting activity.
- Published
- 2020
50. Isorugosiformins A-F, six ent-kaurane diterpenoids from Isodon rugosiformis
- Author
-
Qin-Yu Zhang, Kun Hu, Xiao-Nian Li, Bing-Chao Yan, Pema-Tenzin Puno, and Han-Dong Sun
- Subjects
Pharmacology ,Quantum chemical ,Physics ,biology ,Stereochemistry ,Absolute configuration ,Isodon ,Data interpretation ,General Medicine ,biology.organism_classification ,Mice ,RAW 264.7 Cells ,Cell Line, Tumor ,Drug Discovery ,Animals ,Humans ,Drug Screening Assays, Antitumor ,Diterpenes, Kaurane ,Single crystal ,Ent kaurane - Abstract
Six new ent-kaurane diterpenoids, isorugosiformins A–F (1–6), were isolated from the aerial parts of Isodon rugosiformis Hand.-Mazz. Hara. Their structures were elucidated by spectroscopic data interpretation, single crystal X-ray diffraction, and quantum chemical calculation of NMR parameters. The absolute configuration of 5 as 6R was the first case in the known 6,7:8,15-diseco-7,20-olide-6,8-cyclo-ent-kaurane diterpenoids.
- Published
- 2020
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